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1H-1,2,4-Triazole → HCID 19811645、化合物

HRID 2073381
ノート
印刷プレビュー

反応式

HRID 2073381 の反応式
Br[CH2:2][C:3]1[CH:15]=[C:14]2[C:6]([CH:7]=[CH:8][C:9]3[O:10][C:11](=[O:18])[C:12]([CH3:17])([CH3:16])[C:13]=32)=[CH:5][CH:4]=1.[NH:19]1[CH:23]=[N:22][CH:21]=[N:20]1>C(#N)C>[CH3:16][C:12]1([CH3:17])[C:11](=[O:18])[O:10][C:9]2[CH:8]=[CH:7][C:6]3[C:14]([C:13]1=2)=[CH:15][C:3]([CH2:2][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1)=[CH:4][CH:5]=3
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 92571H-1,2,4-TriazoleHCID 19858042HCID 19858042、化合物

生成物 1

HCID 19811645HCID 19811645、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 8-bromomethyl-1,1-dimethyl-2(1H)-naphtho[2,1-b]furanone in acetonitrile (5 ml), was treated with 1,2,4-triazole (1.4 g) and the mixture was heated under reflux for 18 h. The solution was evaporated to dryness under reduced pressure and the residue was partitioned between 1N aqueous sodium hydrogen carbonate and ethyl acetate. The ethyl acetate extract was separated, dried and evaporated to dryness, and the residue was purified by flash chromatography. Elution with methanol:chloroform, 1:49 v/v, gave 1,1-dimethyl-8-(1H-1,2,4-triazol-1-ylmethyl)-2-(1H)-naphtho[2,1-b]furanone, m.p. 136°-137° after recrystallisation from a mixture of ethyl acetate and cyclohexane.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 h
  3. customThe solution was evaporated to dryness under reduced pressure
  4. customthe residue was partitioned between 1N aqueous sodium hydrogen carbonate and ethyl acetate
  5. extractionThe ethyl acetate extract
  6. customwas separated
  7. customdried
  8. customevaporated to dryness
  9. customthe residue was purified by flash chromatography
  10. washElution with methanol

出典と根拠

ORDレコード
ord-816674251361436b9d3d5eee15484346
出典データセット
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04916148

反応ノート

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